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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1440799Generated: November 1, 2026

Potassium Carbonate → Ethyl 3-[N-(2'-cyanobiphenyl-4-yl)methylamino]-1-methylpyrazole-4-carboxylate

https://huagongshe.com/reaction/1440799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactantethyl 3-amino-1-methyl-1H-pyrazole-4-carboxylateHCID 252927—
Reactant4'-(Bromomethyl)-2-cyanobiphenylHCID 1501912—
SolventDimethylformamideHCID 6228—
ProductEthyl 3-[N-(2'-cyanobiphenyl-4-yl)methylamino]-1-methylpyrazole-4-carboxylateHCID 1533833976%

Reaction Steps

To a mixture of ethyl 3-amino-1-methylpyrazole-4-carboxylate (P. Schmidt et al. Hel. Chim. Acta., 1959, 41, 349.) (2.30 g) and potassium carbonate in N,N-dimethylformamide (70 ml), was added portionwise 4-bromomethyl-2'-cyanobiphenyl (4.81 g). The solvent was distilled under reduced pressure. To the residue was added ice-water and an aqueous solution of potassium carbonate. The mixture was extracted with ethyl acetate. The extract was washed with water and a saturated aqueous saline solution, which was dried over magnesium sulfate. The solvent was distilled off under reduced pressure to give crude crystals, which were recrystallization from ethyl acetate-isopropylether to afford the title compound as white crystals (3.7 g, 76%), m.p. 151°-152° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05500427
Source datasetuspto-grants-1996_03
ORD IDord-9e28ccf1f1c3486092b69c784f0653f5
Source noteuspto-grants-1996_03